Caddy Shack on the 5
Apartment5 Pine Tree Road Unit 106, Pinehurst, NC, United StatesShow on map
Exceptional
One of our highest-scored stays, according to its guests.
9.579Reviews- Check-in from 4:00 PMCheck-out by 11:00 AM.
- Exceptional locationGuests rate the location 10.0 out of 10, at 5 Pine Tree Road Unit 106.
- Free parkingThe property states parking on site is free for guests.
Luxurious Apartment Living
Modern Amenities: Indulge in the convenience of a fully equipped kitchen, spacious living and dining areas, and a private patio for outdoor dining.
Entertainment Options: Enjoy movie nights with a DVD player and flat-screen TV with streaming services included in the apartment.
Prime Location: Explore Pinehurst's attractions with activities like hiking, walking tours, and pub crawls just steps away.
What this place offers
- WiFi available
- Free WiFi
- Parking
- Free Parking
- Non-smoking rooms
- Air conditioning
- Heating
- Family rooms
- Hiking
- Laundry
Rooms
9.5
Exceptional
Rated 9.5 out of 10 by 79 guests who stayed here.
- Cleanliness9.0
- Service10.0
- Location10.0
- Rooms8.5
- Amenities9.0
- Value10.0
- Food & drink9.5
Guests mention
Great locationResponsive hostsValue for money
BRIANUnited StatesYou can’t go wrong with the caddyshack. The host family is top notch!
Clean. Comfortable. Beautiful view. Attentive hosts. Quick communication. The family quickly responded with answers to anything I wanted to know. They were patient and friendly. Full kitchen to prepare meals. The bed…
DaveUnited StatesGood way to experience Pinehurst
Comfortable condo in good location. Good value for us. Kitchen was equipped, though dated. Loved the coffee set up for us.
It was advertised as having Washer and Dryer, but there was none in the unit, just a coin…
SarahUnited StatesThis place is awesome!
JohnHKGreat location and nicely furnished
RanjanUnited StatesAll 4 Bedroom pillows were hard 6-7 inches pillow. Single bed was booked but room with 2 beds was given
LaurenAustraliaPerfect location, comfortable and quiet. Close to Pinehurst village and everything that is offer there.
Clean, quiet and the perfect location.
Nothing major, the main bedroom doesn’t have a ceiling light and relies on lamps.
Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated December 2025.
Where you’ll be
5 Pine Tree Road Unit 106, Pinehurst, NC, United States
Guests rate the location 10.0 out of 10 — exceptional.
Things to know
Cancellation
Each room shows its own terms before you pay.
Most rates can be cancelled free until a date shown on the room.
Non-refundable rates are marked as such.
House rules
Check-in from 4:00 PM until 12:00 AM
Check-out by 11:00 AM
Children welcome
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No pets
Free parking on site
Non-smoking rooms available
Payment & property
Paid when you book, not at the desk.
Rates include the taxes and fees we can read.
The property may take a card at check-in for incidentals.
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Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. This property does not accommodate bachelor(ette) or similar parties. Managed by a private host A deposit may be required at the property.
What we’d check for you here
- Whether there is room for a pickup, a trailer or a van, not just a car.
- Whether the rate moves for your dates, and what it includes.
- What the property actually charges at the desk on top of the rate.
Questions about Caddy Shack on the 5
What time is check-in and check-out at Caddy Shack on the 5?
Check-in is from 4:00 PM. Check-out is by 11:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.
Does Caddy Shack on the 5 allow pets?
No — the property states that pets are not allowed.
Is there parking at Caddy Shack on the 5?
Yes — the property states that parking on site is free. Whether a space can be reserved in advance varies, so we check it against your dates.
Does Caddy Shack on the 5 have Wi-Fi?
Yes — internet access is listed among the property's facilities.
How do I book Caddy Shack on the 5?
Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.
Where is Caddy Shack on the 5?
5 Pine Tree Road Unit 106, Pinehurst, NC.
Other places we book in Pinehurst
Nothing to do with the booking above. The same market, priced the same way, for if this one is not it.
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